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Literature summary for 2.3.1.273 extracted from

  • Maranha, A.; Moynihan, P.J.; Miranda, V.; Correia Lourenco, E.; Nunes-Costa, D.; Fraga, J.S.; Jose Barbosa Pereira, P.; Macedo-Ribeiro, S.; Ventura, M.R.; Clarke, A.J.; Empadinhas, N.
    Octanoylation of early intermediates of mycobacterial methylglucose lipopolysaccharides (2015), Sci. Rep., 5, 13610 .
    View publication on PubMedView publication on EuropePMC

Cloned(Commentary)

Cloned (Comment) Organism
expression in Escherichia coli as a His-tagged enzyme Mycobacterium tuberculosis
expression in Escherichia coli as a His-tagged enzyme Mycolicibacterium smegmatis
expression in Escherichia coli as a His-tagged enzyme Mycolicibacterium hassiacum

Inhibitors

Inhibitors Comment Organism Structure
2-O-[6-O-octanoyl-alpha-D-glucopyranosyl-(1->6)-alpha-D-glucopyranosyl]-D-glycerate 0.4 mM, about 20% inhibition Mycolicibacterium hassiacum
Co2+
-
Mycolicibacterium hassiacum
EDTA
-
Mycobacterium tuberculosis
EDTA 10 mM, about 25% loss of activity Mycolicibacterium hassiacum
EDTA
-
Mycolicibacterium smegmatis
hexanoyl-CoA 0.12 mM, about 50% inhibition Mycolicibacterium hassiacum
Mg2+
-
Mycolicibacterium hassiacum
octanoyl-CoA 0.16 mM, about 60% inhibition Mycolicibacterium hassiacum
octanoyl-CoA 0.16 mM, about 60% inhibition Mycolicibacterium smegmatis
Zn2+
-
Mycolicibacterium hassiacum

KM Value [mM]

KM Value [mM] KM Value Maximum [mM] Substrate Comment Organism Structure
0.01
-
octanoyl-CoA 37°C, pH 8.0, cosubstrate: 20 mM 2-O-(alpha-D-glucopyranosyl)-D-glycerate Mycolicibacterium hassiacum
0.01
-
hexanoyl-CoA 37°C, pH 8.0, cosubstrate: 20 mM 2-O-(alpha-D-glucopyranosyl)-D-glycerate Mycolicibacterium hassiacum
0.02
-
hexanoyl-CoA 37°C, pH 8.0, cosubstrate: 20 mM 2-O-[alpha-D-glucopyranosyl-(1->6)-alpha-D-glucopyranosyl]-D-glycerate Mycolicibacterium hassiacum
0.02
-
octanoyl-CoA 37°C, pH 8.0, cosubstrate: 45 mM 2-O-(alpha-D-glucopyranosyl)-D-glycerate Mycolicibacterium smegmatis
0.03
-
octanoyl-CoA 37°C, pH 8.0, cosubstrate: 45 mM 2-O-[alpha-D-glucopyranosyl-(1->6)-alpha-D-glucopyranosyl]-D-glycerate Mycolicibacterium smegmatis
0.06
-
octanoyl-CoA 37°C, pH 8.0, cosubstrate: 20 mM 2-O-[alpha-D-glucopyranosyl-(1->6)-alpha-D-glucopyranosyl]-D-glycerate Mycolicibacterium hassiacum
6.6
-
2-O-(alpha-D-glucopyranosyl)-D-glycerate 37°C, pH 8.0, cosubstrate: 0.1 mM octanoyl-CoA Mycolicibacterium hassiacum
9.5
-
2-O-[alpha-D-glucopyranosyl-(1->6)-alpha-D-glucopyranosyl]-D-glycerate 37°C, pH 8.0, cosubstrate: 0.1 mM octanoyl-CoA Mycolicibacterium hassiacum
9.8
-
2-O-[alpha-D-glucopyranosyl-(1->6)-alpha-D-glucopyranosyl]-D-glycerate 37°C, pH 8.0, cosubstrate: 0.1 mM hexanoyl-CoA Mycolicibacterium hassiacum
19
-
2-O-(alpha-D-glucopyranosyl)-D-glycerate 37°C, pH 8.0, cosubstrate: 0.1 mM octanoyl-CoA Mycolicibacterium smegmatis
20
-
2-O-[alpha-D-glucopyranosyl-(1->6)-alpha-D-glucopyranosyl]-D-glycerate 37°C, pH 8.0, cosubstrate: 0.1 mM octanoyl-CoA Mycolicibacterium smegmatis

Molecular Weight [Da]

Molecular Weight [Da] Molecular Weight Maximum [Da] Comment Organism
111100
-
gel filtration, tetramer Mycobacterium tuberculosis
125200
-
gel filtration, tetramer Mycolicibacterium hassiacum
125500
-
gel filtration, tetramer Mycolicibacterium smegmatis

Natural Substrates/ Products (Substrates)

Natural Substrates Organism Comment (Nat. Sub.) Natural Products Comment (Nat. Pro.) Rev. Reac.
octanoyl-CoA + 2-O-[alpha-D-glucopyranosyl-(1->6)-alpha-D-glucopyranosyl]-D-glycerate Mycobacterium tuberculosis the enzyme is involved in the biosynthesis of methylglucose lipopolysaccharide 2-O-[6-O-octanoyl-alpha-D-glucopyranosyl-(1->6)-alpha-D-glucopyranosyl]-D-glycerate + CoA
-
?
octanoyl-CoA + 2-O-[alpha-D-glucopyranosyl-(1->6)-alpha-D-glucopyranosyl]-D-glycerate Mycolicibacterium smegmatis the enzyme is involved in the biosynthesis of methylglucose lipopolysaccharide 2-O-[6-O-octanoyl-alpha-D-glucopyranosyl-(1->6)-alpha-D-glucopyranosyl]-D-glycerate + CoA
-
?
octanoyl-CoA + 2-O-[alpha-D-glucopyranosyl-(1->6)-alpha-D-glucopyranosyl]-D-glycerate Mycolicibacterium hassiacum the enzyme is involved in the biosynthesis of methylglucose lipopolysaccharide 2-O-[6-O-octanoyl-alpha-D-glucopyranosyl-(1->6)-alpha-D-glucopyranosyl]-D-glycerate + CoA
-
?

Organism

Organism UniProt Comment Textmining
Mycobacterium tuberculosis P71725
-
-
Mycolicibacterium hassiacum K5BJH8
-
-
Mycolicibacterium smegmatis A0R109
-
-

Purification (Commentary)

Purification (Comment) Organism
-
Mycobacterium tuberculosis
-
Mycolicibacterium smegmatis
-
Mycolicibacterium hassiacum

Substrates and Products (Substrate)

Substrates Comment Substrates Organism Products Comment (Products) Rev. Reac.
hexanoyl-CoA + 2-O-[alpha-D-glucopyranosyl-(1->6)-alpha-D-glucopyranosyl]-D-glycerate
-
Mycobacterium tuberculosis 2-O-[6-O-hexanoyl-alpha-D-glucopyranosyl-(1->6)-alpha-D-glucopyranosyl]-D-glycerate + CoA
-
?
hexanoyl-CoA + 2-O-[alpha-D-glucopyranosyl-(1->6)-alpha-D-glucopyranosyl]-D-glycerate
-
Mycolicibacterium hassiacum 2-O-[6-O-hexanoyl-alpha-D-glucopyranosyl-(1->6)-alpha-D-glucopyranosyl]-D-glycerate + CoA
-
?
octanoyl-CoA + 2-O-(alpha-D-glucopyranosyl)-D-glycerate lower activity than with 2-O-[alpha-D-glucopyranosyl-(1->6)-alpha-D-glucopyranosyl]-D-glycerate Mycolicibacterium smegmatis ?
-
?
octanoyl-CoA + 2-O-(alpha-D-glucopyranosyl)-D-glycerate lower activity than with 2-O-[alpha-D-glucopyranosyl-(1->6)-alpha-D-glucopyranosyl]-D-glycerate Mycolicibacterium hassiacum ?
-
?
octanoyl-CoA + 2-O-[alpha-D-glucopyranosyl-(1->6)-alpha-D-glucopyranosyl]-D-glycerate
-
Mycobacterium tuberculosis 2-O-[6-O-octanoyl-alpha-D-glucopyranosyl-(1->6)-alpha-D-glucopyranosyl]-D-glycerate + CoA
-
?
octanoyl-CoA + 2-O-[alpha-D-glucopyranosyl-(1->6)-alpha-D-glucopyranosyl]-D-glycerate
-
Mycolicibacterium smegmatis 2-O-[6-O-octanoyl-alpha-D-glucopyranosyl-(1->6)-alpha-D-glucopyranosyl]-D-glycerate + CoA
-
?
octanoyl-CoA + 2-O-[alpha-D-glucopyranosyl-(1->6)-alpha-D-glucopyranosyl]-D-glycerate
-
Mycolicibacterium hassiacum 2-O-[6-O-octanoyl-alpha-D-glucopyranosyl-(1->6)-alpha-D-glucopyranosyl]-D-glycerate + CoA
-
?
octanoyl-CoA + 2-O-[alpha-D-glucopyranosyl-(1->6)-alpha-D-glucopyranosyl]-D-glycerate the enzyme is involved in the biosynthesis of methylglucose lipopolysaccharide Mycobacterium tuberculosis 2-O-[6-O-octanoyl-alpha-D-glucopyranosyl-(1->6)-alpha-D-glucopyranosyl]-D-glycerate + CoA
-
?
octanoyl-CoA + 2-O-[alpha-D-glucopyranosyl-(1->6)-alpha-D-glucopyranosyl]-D-glycerate the enzyme is involved in the biosynthesis of methylglucose lipopolysaccharide Mycolicibacterium smegmatis 2-O-[6-O-octanoyl-alpha-D-glucopyranosyl-(1->6)-alpha-D-glucopyranosyl]-D-glycerate + CoA
-
?
octanoyl-CoA + 2-O-[alpha-D-glucopyranosyl-(1->6)-alpha-D-glucopyranosyl]-D-glycerate the enzyme is involved in the biosynthesis of methylglucose lipopolysaccharide Mycolicibacterium hassiacum 2-O-[6-O-octanoyl-alpha-D-glucopyranosyl-(1->6)-alpha-D-glucopyranosyl]-D-glycerate + CoA
-
?

Subunits

Subunits Comment Organism
tetramer 4 *, SDS-PAGE Mycobacterium tuberculosis
tetramer 4 *, SDS-PAGE Mycolicibacterium smegmatis
tetramer 4 *, SDS-PAGE Mycolicibacterium hassiacum

Synonyms

Synonyms Comment Organism
DGG octanoyltransferase
-
Mycobacterium tuberculosis
DGG octanoyltransferase
-
Mycolicibacterium smegmatis
DGG octanoyltransferase
-
Mycolicibacterium hassiacum
octT
-
Mycobacterium tuberculosis
octT
-
Mycolicibacterium smegmatis
octT
-
Mycolicibacterium hassiacum
Rv2418c locus name Mycobacterium tuberculosis

Temperature Optimum [°C]

Temperature Optimum [°C] Temperature Optimum Maximum [°C] Comment Organism
45
-
-
Mycolicibacterium hassiacum

Temperature Range [°C]

Temperature Minimum [°C] Temperature Maximum [°C] Comment Organism
30 50 30°C: about 40% of maximal activity, 50°C: about 50% of maximal activity Mycolicibacterium hassiacum

Turnover Number [1/s]

Turnover Number Minimum [1/s] Turnover Number Maximum [1/s] Substrate Comment Organism Structure
0.00017
-
octanoyl-CoA 37°C, pH 8.0, cosubstrate: 20 mM 2-O-(alpha-D-glucopyranosyl)-D-glycerate Mycolicibacterium hassiacum
0.00017
-
hexanoyl-CoA 37°C, pH 8.0, cosubstrate: 20 mM 2-O-(alpha-D-glucopyranosyl)-D-glycerate Mycolicibacterium hassiacum
0.00033
-
2-O-(alpha-D-glucopyranosyl)-D-glycerate 37°C, pH 8.0, cosubstrate: 0.1 mM octanoyl-CoA Mycolicibacterium smegmatis
0.00033
-
2-O-(alpha-D-glucopyranosyl)-D-glycerate 37°C, pH 8.0, cosubstrate: 0.1 mM octanoyl-CoA Mycolicibacterium hassiacum
0.00033
-
octanoyl-CoA 37°C, pH 8.0, cosubstrate: 45 mM 2-O-(alpha-D-glucopyranosyl)-D-glycerate Mycolicibacterium smegmatis
0.0005
-
2-O-[alpha-D-glucopyranosyl-(1->6)-alpha-D-glucopyranosyl]-D-glycerate 37°C, pH 8.0, cosubstrate: 0.1 mM hexanoyl-CoA Mycolicibacterium hassiacum
0.00067
-
hexanoyl-CoA 37°C, pH 8.0, cosubstrate: 20 mM 2-O-[alpha-D-glucopyranosyl-(1->6)-alpha-D-glucopyranosyl]-D-glycerate Mycolicibacterium hassiacum
0.0017
-
2-O-[alpha-D-glucopyranosyl-(1->6)-alpha-D-glucopyranosyl]-D-glycerate 37°C, pH 8.0, cosubstrate: 0.1 mM octanoyl-CoA Mycolicibacterium hassiacum
0.002
-
octanoyl-CoA 37°C, pH 8.0, cosubstrate: 20 mM 2-O-[alpha-D-glucopyranosyl-(1->6)-alpha-D-glucopyranosyl]-D-glycerate Mycolicibacterium hassiacum
0.037
-
octanoyl-CoA 37°C, pH 8.0, cosubstrate: 45 mM 2-O-[alpha-D-glucopyranosyl-(1->6)-alpha-D-glucopyranosyl]-D-glycerate Mycolicibacterium smegmatis
0.038
-
2-O-[alpha-D-glucopyranosyl-(1->6)-alpha-D-glucopyranosyl]-D-glycerate 37°C, pH 8.0, cosubstrate: 0.1 mM octanoyl-CoA Mycolicibacterium smegmatis

pH Optimum

pH Optimum Minimum pH Optimum Maximum Comment Organism
7 8.5 at 37°C Mycolicibacterium smegmatis
7 8.5 at 37°C Mycolicibacterium hassiacum

General Information

General Information Comment Organism
metabolism the enzyme is essential for gowth of Mycobacterium tuberculosis. It is involved in the biosynthesis of methylglucose lipopolysaccharide Mycobacterium tuberculosis
metabolism the enzyme is essential for gowth of Mycobacterium tuberculosis. It is involved in the biosynthesis of methylglucose lipopolysaccharide Mycolicibacterium smegmatis
metabolism the enzyme is essential for gowth of Mycobacterium tuberculosis. It is involved in the biosynthesis of methylglucose lipopolysaccharide Mycolicibacterium hassiacum

kcat/KM [mM/s]

kcat/KM Value [1/mMs-1] kcat/KM Value Maximum [1/mMs-1] Substrate Comment Organism Structure
0.00005
-
2-O-[alpha-D-glucopyranosyl-(1->6)-alpha-D-glucopyranosyl]-D-glycerate 37°C, pH 8.0, cosubstrate: 0.1 mM hexanoyl-CoA Mycolicibacterium hassiacum
0.00005
-
2-O-(alpha-D-glucopyranosyl)-D-glycerate 37°C, pH 8.0, cosubstrate: 0.1 mM octanoyl-CoA Mycolicibacterium hassiacum
0.00017
-
2-O-[alpha-D-glucopyranosyl-(1->6)-alpha-D-glucopyranosyl]-D-glycerate 37°C, pH 8.0, cosubstrate: 0.1 mM octanoyl-CoA Mycolicibacterium hassiacum
0.0018
-
2-O-[alpha-D-glucopyranosyl-(1->6)-alpha-D-glucopyranosyl]-D-glycerate 37°C, pH 8.0, cosubstrate: 0.1 mM octanoyl-CoA Mycolicibacterium smegmatis
0.002
-
2-O-(alpha-D-glucopyranosyl)-D-glycerate 37°C, pH 8.0, cosubstrate: 0.1 mM octanoyl-CoA Mycolicibacterium smegmatis
0.018
-
octanoyl-CoA 37°C, pH 8.0, cosubstrate: 20 mM 2-O-(alpha-D-glucopyranosyl)-D-glycerate Mycolicibacterium hassiacum
0.022
-
hexanoyl-CoA 37°C, pH 8.0, cosubstrate: 20 mM 2-O-(alpha-D-glucopyranosyl)-D-glycerate Mycolicibacterium hassiacum
0.025
-
octanoyl-CoA 37°C, pH 8.0, cosubstrate: 45 mM 2-O-(alpha-D-glucopyranosyl)-D-glycerate Mycolicibacterium smegmatis
0.032
-
octanoyl-CoA 37°C, pH 8.0, cosubstrate: 20 mM 2-O-[alpha-D-glucopyranosyl-(1->6)-alpha-D-glucopyranosyl]-D-glycerate Mycolicibacterium hassiacum
0.035
-
hexanoyl-CoA 37°C, pH 8.0, cosubstrate: 20 mM 2-O-[alpha-D-glucopyranosyl-(1->6)-alpha-D-glucopyranosyl]-D-glycerate Mycolicibacterium hassiacum
1.43
-
octanoyl-CoA 37°C, pH 8.0, cosubstrate: 45 mM 2-O-[alpha-D-glucopyranosyl-(1->6)-alpha-D-glucopyranosyl]-D-glycerate Mycolicibacterium smegmatis